Objective: After considering great inter-individual variability of subjective experience and clinical course in reference to conservative and non-conservative gynecological surgical interventions, an attempt was made to evaluate potential role of several clinical and psychological variables with respect to perioperative symptomatology course and illness behaviour. Materials and methods: The sample consists of 58 women (mean age 41.4 ± 8.7) undergoing gynecological surgical interventions (conservative and non-conservative ones) for benign pathologies. The anamnestic and clinical data (psychological anamnesis, clinical history, indications, methods and typology of the intervention) were collected using a specifically designed summary form. For the evaluation of pre-and post-operative symptomatology course and illness behaviour, the following psychological tests were respectively used: The Symptom Questionnaire (SQ), with 3 planned administrations (respectively 15 days before the intervention, a day before the intervention and at discharge) and the Illness Behavior Questionnaire (IBQ), completed before discharge. Non-parametric tests (Mann-Whitney and Kruskal-Wallis) were used to compare performances on independent samples. Results: Results show that perioperative course and illness behaviour in the cases of gynecological surgical interventions for benign pathologies depend on clinical variables, that is, typology and methods of the intervention, clinical history, psychopathological anamnesis. Conclusion: Findings suggest the importance of clinical-anamnestic inquiry oriented towards the evaluation of variables that emerged as risk factors, with the goal of planning personalized support interventions for preventing and/or reducing distress and impact on psychophysical wellbeing arising after gynaecological surgical interventions.